1998
Cathodic cleavage of 1-trifluoromethyl alkenyl sulfone and sulfoxide
ELECTROCHIMICA ACTA
- ,
- ,
- ,
- Volume
- 43
- Number
- 21-22
- First page
- 3165
- Last page
- 3173
- Language
- English
- Publishing type
- Research paper (scientific journal)
- DOI
- 10.1016/S0013-4686(98)00073-5
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
The controlled potential electrolysis of alpha,beta-unsaturated sulfone 2 and sulfoxide 3 bearing a trifluoromethyl group in N,N-dimethylformamide containing excess benzoic acid was subjected to an electroreductive desulfurization to afford the corresponding trifluoromethyl-substituted olefin 4 in good yields. The use of a sacrificial Mg anode resulted in a large increase in the yield of 4. Furthermore, the use of the sacrificial Mg anode in the absence of the acid gave unexpected products 5 and 6 from 2, and 7 and 8 from 3, respectively, with concomitant formation of 4. In the presence of acetic anhydride or carbon dioxide any carbonylated product was not obtained and the simple reduction to 4 occurred predominantly. (C) 1998 Elsevier Science Ltd. All rights reserved.
- Link information
-
- DOI
- https://doi.org/10.1016/S0013-4686(98)00073-5
- CiNii Articles
- http://ci.nii.ac.jp/naid/80010493308
- Web of Science
- https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000075658700010&DestApp=WOS_CPL
- URL
- http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=0032313158&origin=inward
- ID information
-
- DOI : 10.1016/S0013-4686(98)00073-5
- ISSN : 0013-4686
- CiNii Articles ID : 80010493308
- SCOPUS ID : 0032313158
- Web of Science ID : WOS:000075658700010